(3R,5S,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyltetradecahydro-6'H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,4]-oxazinane]-6',17(2H)-dione

ID: ALA3605184

PubChem CID: 70811404

Max Phase: Preclinical

Molecular Formula: C29H39NO3

Molecular Weight: 449.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@]3(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12)CN(Cc1ccccc1)CC(=O)O3

Standard InChI:  InChI=1S/C29H39NO3/c1-27-14-15-29(19-30(18-26(32)33-29)17-20-6-4-3-5-7-20)16-21(27)8-9-22-23-10-11-25(31)28(23,2)13-12-24(22)27/h3-7,21-24H,8-19H2,1-2H3/t21-,22-,23-,24-,27-,28-,29+/m0/s1

Standard InChI Key:  OJIJWVXFNIMWRG-BMFXWLQISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3605184

   (3R,5S,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethylspiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6'-morpholine]-2',17-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 449.64

Molecular Weight (Monoisotopic): 449.2930

AlogP: 5.40

#Rotatable Bonds: 2

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.88

CX LogP: 5.58

CX LogD: 5.56

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: 1.32

References

1. Djigoué GB, Kenmogne LC, Roy J, Maltais R, Poirier D..  (2015)  Design, chemical synthesis and biological evaluation of 3-spiromorpholinone/3-spirocarbamate androsterone derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase type 3.,  23  (17): [PMID:26277760] [10.1016/j.bmc.2015.07.049]

Source

Source(1):

• Scientific Literature